Iodoethane → HCID 58237654, compound

HRID 885369Notes

Reaction equation

HRID 885369 reaction equation
[CH2:1]([O:3][C:4](=[O:38])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][C:15]=2[CH2:24][N:25]2[C@H:29]([CH3:30])[C@H:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[O:27][C:26]2=[O:37])[CH:7]=1)[CH3:2].C(=O)([O-])[O-].[Cs+].[Cs+].I[CH2:46][CH3:47]>CC#N>[CH2:1]([O:3][C:4](=[O:38])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:46][CH3:47])=[C:8]([O:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:22])([F:23])[F:21])=[CH:16][C:15]=2[CH2:24][N:25]2[C@H:29]([CH3:30])[C@H:28]([C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=3)[O:27][C:26]2=[O:37])[CH:7]=1)[CH3:2]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 10796Cesium carbonateHCID 58237618HCID 58237618, compound

Product 1

HCID 58237654HCID 58237654, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To {4-hydroxy-3-[2-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-ylmethyl)-4-trifluoromethyl-phenoxy]-phenyl}-acetic acid ethyl ester (0.060 g, 0.12 mmol) in MeCN (2 mL) was added cesium carbonate (0.086 g, 0.26 mmol) and iodoethane (0.02 mL, 0.26 mmol), and the reaction was stirred at room temperature overnight. After work-up with EtOAc and 10% aqueous HCl, the crude material was purified by silica gel chromatography to give the title compound.

Workup

  1. customAfter work-up with EtOAc and 10% aqueous HCl, the crude material was purified by silica gel chromatography

Sources & evidence

ORD record
ord-754cf1f6938540f089427c85b1be891b
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

Loading…